Senior Sales Account Executive

This is a fully remote position, open to applicants in United States.

📋 Description

• Take ownership of and oversee larger, more intricate agency and mid-market opportunities from initial discovery to final close.

• Cultivate and maintain relationships with both technical contacts and executive or business decision-makers.

• Position Pressable’s platform as a long-term strategic partner for agencies and mid-market clients.

• Conduct in-depth technical and business discovery to grasp customer objectives, constraints, and success criteria.

• Navigate complex opportunities involving multiple stakeholders, technical specifications, customized commercial structures, and unique deal terms.

• Act as the central coordinator throughout the deal cycle, aligning technical experts and internal partners to efficiently advance opportunities.

• Deliver persuasive presentations, solution demonstrations, and business discussions tailored to the specific needs of customers.

• Create proposals, pricing suggestions, and commercial packages that align customer needs with company objectives.

• Lead the strategy for contracts and negotiations in collaboration with leadership, balancing creativity, customer value, and sound business judgment.

• Maintain a thorough understanding of market dynamics, including customer needs, competitive landscapes, and industry trends, using insights to enhance deal strategy.

• Support competitive positioning against alternative hosting platforms and infrastructure solutions, clearly articulating Pressable’s differentiation in performance, support, and partnership.

• Assist in successful onboarding and identify opportunities for expansion by nurturing strong post-sale relationships with customers.

• Contribute to new business development through a blend of pipeline conversion, relationship-building, and proactive opportunity creation.

• Proactively develop and implement strategic outbound initiatives into high-value target accounts, including named account mapping and executive-level outreach.

• Manage an individual revenue quota focusing on new logo acquisition and strategic growth within larger agency and mid-market segments.

• Maintain disciplined management of the pipeline, forecasting, and deal documentation within HubSpot.

• Ensure that opportunities are correctly qualified, structured, and advanced with clear next steps.

• Identify expansion and long-term growth prospects within high-value accounts.

• Utilize AI tools to support account research, discovery preparation, deal analysis, and drafting follow-up communications.

• Leverage call transcripts and AI-generated insights to identify objections, trends, and subsequent actions.

• Apply discernment to AI-generated outputs, understanding when to depend on automation versus when to make human decisions.

• Collaborate with Solutions, Support, and Product teams to enhance playbooks, pricing strategies, and feedback loops for strategic deals.

• Provide structured product and market feedback based on actual customer interactions.

⛳️ Requirements

• 6+ years of experience in SaaS sales, with a focus on hosting-related solutions; experience in managed hosting or WordPress hosting is highly preferred.

• Proven track record of success in selling sophisticated, high-value solutions that involve longer or more consultative deal cycles.

• Experience in selling to agencies, mid-market clients, or technical buyers.

• Strong abilities in discovery, consultative selling, and negotiation.

• Solid business acumen with the capability to connect customer needs to commercial outcomes.

• Exceptional communication skills, able to engage both technical and non-technical audiences effectively.

• Strong technical proficiency and comfort discussing WordPress, hosting, infrastructure, and platform-related concepts.

• Demonstrated ability to negotiate creatively, manage complexities, and solve problems in a manner that delivers value for both the customer and the business.

• Strategic mindset with the ability to shape deal strategies, prioritize tasks effectively, and operate with a high level of autonomy.

• Collaborative approach and a history of successful partnerships across sales, marketing, product, support, and technical teams.

• Adaptable, with sound judgment and a proactive, results-driven mindset.

• Capability to manage conversations involving multiple stakeholders and non-linear deal processes.

• Comfort level with translating technical platform capabilities into clear business value.

• Strong judgment and prioritization skills within a fast-paced, evolving environment.

• Proficiency with CRM systems (e.g., HubSpot) and disciplined management of pipelines.

• Familiarity with AI-assisted sales tools for research, preparation, follow-up, and deal analysis.

🏝️ Benefits

• Health Benefits for US-based employees (99% Paid Employee Medical, Dental, and Vision).

• Matching 401(k) for US-based employees.

• Life and Disability Insurance for US-based employees (100% Paid Life & LTD).

• Work-from-home flexibility with a home office setup and coworking allowances.

• Open vacation policy (no predetermined number of days per year).

• Provision of hardware and software, as well as books or conference attendance to promote ongoing learning.